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Vacation rentals in Anna Maria Island

Vacation rentals in Anna Maria Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
    SUPERHOSTEntire townhouse · 6 guests · 3 beds · 2 baths
    Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating

    Welcome to the Loggerhead, a true home away from home. This is a perfect 2 bedroom/2 bathroom on the private and quiet Anna Maria Island. Enjoy your own heated pool in a very lush tropical setting. We are just a few steps to the beach, so no need to fight for beach parking on your trip. All pool and beach essentials are provided as well as 6 beach cruisers and 4 child bikes. Perfect for your next family escape to paradise.

    What guests are saying:

    “Beyond what we ever could have imagined! Our 4 children and ourselves had a complete blast! EVERY thing you could even imagine needing for your stay is at Loggerhead - this made traveling so much easier! It was so apparent that Stephen put so much thought into ensuring his guests had everything they needed to have a great time. Pack light! The beach was SO close (of course the kids “had” to take the golf cart despite us being within walking distance lol). We spent time swimming in the pool - pictures don’t even do it justice as the backyard was a private oasis in itself. We fished with the kids almost daily, spent hours at the beach, explored the island (dreaming of owning a home in the area ourselves lol) and truly made great memories with our children. Stephen was a pleasure to work with and stayed in communication with us during our entire stay ensuring we had everything we needed. We will for sure be back!”

  • 5 Star Villa; Great Pool & Patio, Steps to Beach
    SUPERHOSTEntire condominium · 4 guests · 3 beds · 1 bath
    5 Star Villa; Great Pool & Patio, Steps to Beach

    OPEN FOR RENTAL!! 5 STAR Rated Villa, Summer time specials. Perfect for QUICK GETAWAY!! Highly Rated & Reviewed Gorgeous 2 Bdrm Villa less than block from Fantastic Beach. Renovated & redecorated, stainless appliances, granite counters, wood cabinets, Super fast WiFi. Smart TV's, Washer/dryer. New furnishings, Fresh paint everywhere. Delightful 4 unit complex, Relaxing pool & tropical patio, including new Tiki Hut for your evening Beverages.

    What guests are saying:

    “Where do I begin?! Everything from location, to cleanliness to hospitality this place was an A+. Everything was spotless, neat and they even left us some extra touches for food, drinks and sunscreen. The location was perfect, literally a minute walk to the beach. The pool was super clean and enjoyable. Honestly we didn’t want to leave. I would absolutely book with Karen and Randy again and hopefully we will be able to in the near future! Thanks for everything”

  • Luxury 3BR/3BA, Private Heated Pool, Beach
    SUPERHOSTEntire house · 6 guests · 5 beds · 3 baths
    Luxury 3BR/3BA, Private Heated Pool, Beach

    Renovated and professionally decorated single family home that sleeps 8. 3 bedrooms and 3 full bathrooms. Living room with pullout couch as well as games, books and movie library. Luxurious heated pool with waterfall and Tiki table in private tropical backyard. Large covered lanai with TV, mini-fridge, granite counter for food preparation and gas BBQ. Large size Washer/Dryer. 4 minute easy stroll to beach. Attached garage. Low traffic street. Tons of toys as well as pool and beach supplies.

    What guests are saying:

    “In the midst of a global pandemic we were itching to get away having been quarantined for months. This villa was EXACTLY what was needed. We are a family of 4 and the villa was beyond accommodating for all of us. The hosts have thought about every conceivable detail in terms of what they provide in terms of supplies, information, contact details, restaurants, tips, etc. They were also incredibly responsive and engaged in trying to ensure we had a very special time. We are fortunate to be able to travel the world and our original trip to Belize during this time was cancelled. Not a moment of sadness entered our minds with staying here. Cannot rate this high enough!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Anna Maria Island vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Anna Maria Island

A Cozy Bungalow on the bay.
SUPERHOSTEntire apartment
A Cozy Bungalow on the bay.
Price:R 2,116 ZAR / night
Happy Island Cottage - Heated Pool
SUPERHOSTEntire house
Happy Island Cottage - Heated Pool
Price:R 5,621 ZAR / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:R 5,975 ZAR / night
Cozy Beachhouse 800 steps to beach
SUPERHOSTEntire house
Cozy Beachhouse 800 steps to beach
Price:R 2,204 ZAR / night
Bradenton Beach Sunsets II
SUPERHOSTEntire villa
Bradenton Beach Sunsets II
Price:R 2,458 ZAR / night
Last Summer Week still available, Pool & Boat Dock
SUPERHOSTEntire house
Last Summer Week still available, Pool & Boat Dock
Price:R 5,213 ZAR / night
Las Palmas Beach Rentals unit 2
SUPERHOSTEntire apartment
Las Palmas Beach Rentals unit 2
Price:R 1,845 ZAR / night
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
SUPERHOSTEntire apartment
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
Price:R 2,141 ZAR / night
Dog-friendly home with private pool, great location near beach, shopping, dining
Entire house
Dog-friendly home with private pool, great location near beach, shopping, dining
Price:R 4,015 ZAR / night
Bay Breeze Cottages #2
SUPERHOSTHotel room
Bay Breeze Cottages #2
Price:R 4,049 ZAR / night
Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:R 2,563 ZAR / night
Anna Maria Island villa 3 minute walk to beach
Entire townhouse
Anna Maria Island villa 3 minute walk to beach
Price:R 4,562 ZAR / night
Show all

Learn more about Anna Maria

What types of vacation rentals are available in Anna Maria?

Here in Anna Maria, there are plenty of options for places to stay. Here are a few examples:
  • Houses (313 rentals)
  • Cottages (16 rentals)
  • Apartments (15 rentals)

Are there houses that are pet-friendly?

Who doesn’t want pets allowed in their house? Here in Anna Maria, you’ll find 98 houses that are pet-friendly.

What are the top attractions in Anna Maria?

Locals agree that these attractions are worth a visit:
  • Anna Maria Public Beach (225 rentals)
  • Bean Point (74 rentals)
  • Beach Bums Recreational Rentals & Gift Shop (181 rentals)
  • Island Players Inc (184 rentals)

What are some kid-friendly activities in Anna Maria?

Locals agree—these are all great places to take the kids:
  • Anna Maria Public Beach
  • Bean Point
  • Beach Bums Recreational Rentals & Gift Shop
  • Pine Avenue
  • Two Scoops

What are the top places to eat in Anna Maria?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • The Sandbar Restaurant
  • The Waterfront Restaurant
  • Rod and Reel Pier
  • Poppo's Taqueria
  • Two Scoops